5-Substituted 2-amino-4,6-dihydroxypyrimidines and 2-amino-4,6-dichloropyrimidines: synthesis and inhibitory effects on immune-activated nitric oxide production

[1]  M. Buděšínský,et al.  Trilobolide and related sesquiterpene lactones from Laser trilobum possessing immunobiological properties. , 2013, Fitoterapia.

[2]  P. Jansa,et al.  Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening. , 2012, Bioorganic & medicinal chemistry letters.

[3]  P. Jansa,et al.  Determination of the antioxidative activity of substituted 5-aminopyrimidines , 2012, Free radical research.

[4]  J. Balzarini,et al.  An efficient microwave-assisted synthesis and biological properties of polysubstituted pyrimidinyl- and 1,3,5-triazinylphosphonic acids , 2011, Tetrahedron.

[5]  M. Iguchi,et al.  Discovery of novel 5-alkynyl-4-anilinopyrimidines as potent, orally active dual inhibitors of EGFR and Her-2 tyrosine kinases. , 2012, Bioorganic & medicinal chemistry letters.

[6]  P. Herdewijn,et al.  Discovery of 7-N-piperazinylthiazolo[5,4-d]pyrimidine analogues as a novel class of immunosuppressive agents with in vivo biological activity. , 2011, Journal of medicinal chemistry.

[7]  H. Ashour,et al.  Synthesis and Biological Evaluation of Some Novel Polysubstituted Pyrimidine Derivatives as Potential Antimicrobial and Anticancer Agents , 2009, Archiv der Pharmazie.

[8]  Jill M. Wetter,et al.  Structure-activity studies on a series of a 2-aminopyrimidine-containing histamine H4 receptor ligands. , 2008, Journal of medicinal chemistry.

[9]  M. Itoh,et al.  2,4-Diamino-6-hydroxypyrimidine (DAHP) suppresses cytokine-induced VCAM-1 expression on the cell surface of human umbilical vein endothelial cells in a BH(4)-independent manner. , 2008, Biochimica et biophysica acta.

[10]  C. Ramalingan,et al.  Synthesis and antimicrobial evaluation of guanylsulfonamides. , 2007, Bioorganic & medicinal chemistry letters.

[11]  H. Farghali,et al.  Nitric oxide production in mouse and rat macrophages: a rapid and efficient assay for screening of drugs immunostimulatory effects in human cells. , 2007, Nitric oxide : biology and chemistry.

[12]  P. Jansa,et al.  Discovery of 5-substituted-6-chlorouracils as efficient inhibitors of human thymidine phosphorylase. , 2007, Journal of medicinal chemistry.

[13]  Jörn Lötsch,et al.  GTP cyclohydrolase and tetrahydrobiopterin regulate pain sensitivity and persistence , 2006, Nature Medicine.

[14]  E. Clercq,et al.  Acyclic nucleoside phosphonates: a key class of antiviral drugs , 2005, Nature Reviews Drug Discovery.

[15]  T. L. Krukoff,et al.  Adrenomedullin stimulates nitric oxide release from SK-N-SH human neuroblastoma cells by modulating intracellular calcium mobilization. , 2005, Endocrinology.

[16]  E. De Clercq,et al.  Novel Acyclic Nucleoside Phosphonate Analogues with Potent Anti-Hepatitis B Virus Activities , 2005, Antimicrobial Agents and Chemotherapy.

[17]  E. De Clercq,et al.  Antiadenovirus Activities of Several Classes of Nucleoside and Nucleotide Analogues , 2005, Antimicrobial Agents and Chemotherapy.

[18]  I. Lagoja Pyrimidine as Constituent of Natural Biologically Active Compounds , 2005, Chemistry & biodiversity.

[19]  R. Pompei,et al.  On the inhibitory effect of 2-amino-4,6-dichloropyrimidine on growth of Vaccinia virus , 1979, Experientia.

[20]  R. Pompei,et al.  Dichloropyrimidines: Specific inhibitors of virus growth , 1977, Experientia.

[21]  P. Colla,et al.  Irreversible inactivation by 2-amino-4,6-dichloropyrimidine of certain structural proteins of poliovirus , 1975, Experientia.

[22]  P. Colla,et al.  In vitro and in vivo inhibitory action of 2-amino-4,6-dichloropyrimidine on polio and herpes virus , 1974, Experientia.

[23]  M. A. Marcialis,et al.  On the mechanism of the inhibitory action of 2-amino-4,6-dichloropyrimidine on poliovirus growth , 1973, Experientia.

[24]  S. Gross,et al.  The Mechanism of Potent GTP Cyclohydrolase I Inhibition by 2,4-Diamino-6-hydroxypyrimidine , 2004, Journal of Biological Chemistry.

[25]  E. De Clercq,et al.  Synthesis and antiviral activity of 2,4-diamino-5-cyano-6-[2-(phosphonomethoxy)ethoxy]pyrimidine and related compounds. , 2004, Bioorganic & medicinal chemistry.

[26]  A. Holý Phosphonomethoxyalkyl analogs of nucleotides. , 2003, Current pharmaceutical design.

[27]  E. De Clercq,et al.  5-Substituted-2,4-diamino-6-[2-(phosphonomethoxy)ethoxy]pyrimidines-acyclic nucleoside phosphonate analogues with antiviral activity. , 2003, Journal of medicinal chemistry.

[28]  K. Varani,et al.  New strategies for the synthesis of A3 adenosine receptor antagonists. , 2003, Bioorganic & medicinal chemistry.

[29]  Stephen Green,et al.  Cyclin-dependent kinase 4 inhibitors as a treatment for cancer. Part 2: identification and optimisation of substituted 2,4-bis anilino pyrimidines. , 2003, Bioorganic & medicinal chemistry letters.

[30]  Stephen Green,et al.  Cyclin-dependent kinase 4 inhibitors as a treatment for cancer. Part 1: identification and optimisation of substituted 4,6-bis anilino pyrimidines. , 2003, Bioorganic & medicinal chemistry letters.

[31]  M. Martin,et al.  An Efficient, Scalable Synthesis of the HIV Reverse Transcriptase Inhibitor Ziagen® (1592U89) , 2000, Nucleosides, nucleotides & nucleic acids.

[32]  C. Reichardt Vilsmeier–Haack–Arnold formylations of aliphatic substrates with N‐chloromethylene‐N,N‐dimethylammonium salts , 1999 .

[33]  E. D. De Souza,et al.  Non-peptide corticotropin-releasing hormone antagonists: syntheses and structure-activity relationships of 2-anilinopyrimidines and -triazines. , 1999, Journal of medicinal chemistry.

[34]  G Burnstock,et al.  Receptors for purines and pyrimidines. , 1998, Pharmacological reviews.

[35]  K. Undheim,et al.  6.02 – Pyrimidines and their Benzo Derivatives , 1996 .

[36]  C. Bogdan,et al.  L-N6-(1-iminoethyl)-lysine potently inhibits inducible nitric oxide synthase and is superior to NG-monomethyl-arginine in vitro and in vivo. , 1995, European journal of pharmacology.

[37]  E. Werner,et al.  2,4‐diamino‐6‐hydroxypyrimidine, an inhibitor of tetrahydrobiopterin synthesis, downregulates the expression of iNOS protein and mRNA in primary murine macrophages , 1995, FEBS letters.

[38]  R. Dietert,et al.  2,4-Diamino-6-hydroxypyrimidine, an inhibitor of GTP cyclohydrolase I, suppresses nitric oxide production by chicken macrophages. , 1994, International journal of immunopharmacology.

[39]  G. Hitchings Selective Inhibitors of Dihydrofolate Reductase (Nobel Lecture) , 1989 .

[40]  M. Marletta,et al.  Macrophage oxidation of L-arginine to nitrite and nitrate: nitric oxide is an intermediate. , 1988, Biochemistry.

[41]  M. K. Bach,et al.  Acyl cartines are potent inhibitors of mediator release , 1980 .

[42]  P. Colla,et al.  SPECIFIC INHIBITION OF VIRUS MULTIPLICATION BY BICHLORINATED PYRIMIDINES * , 1977, Annals of the New York Academy of Sciences.

[43]  C. Wharton,et al.  The kinetic analysis of hydrolytic enzyme catalyses: Consequences of non‐productive binding , 1968, FEBS letters.

[44]  H-J Schramm,et al.  Kondensation des 2.4-Diamino-6-hydroxy-pyrimidins mit Aldosen , 1963 .